Aspire Living & Learning is currently seeking an enthusiastic Special Education Teacher to join our existing team of highly dedicated and successful professionals.

Employees at Aspire enjoy working with a collaborative and dedicated team that values a culture of belonging and care. We take pride in offering a comprehensive benefits package to eligible employees, including:

• 8-weeks of PTO annually, including personal time, mental health days, and school vacations
• Comprehensive Health, Dental, & Vision Insurance - Choose from multiple medical plans, with vision coverage included at no extra cost.
• Flexible Spending Accounts (FSA) and Health Saving Account (HSA) options - Use pre-tax dollars for medical and dependent care expenses.
• Lifestyle Spending Accounts with JOON - Monthly funds for wellness, fitness, commuting, childcare, pet care, and more.
• 403(b) Retirement Plan with Employer Match - A 100% match on contributions up to 2% of your salary.
• Generous Paid Time Off - Paid sick, personal, and vacation days, plus holidays.
• Professional Growth Opportunities - Access to training, leadership and management courses, mentorship, and career advancement.
• Employer-Paid Life & Disability Insurance, Employee Assistance Program (EAP), Telehealth Services and more!

This program is a state approved Kindergarten through 12th grade special education school for students referred for both academic and social/behavioral needs. With our philosophy based in the science of Applied Behavior Analysis, we use evidence-based instruction and data-based decision making to design, analyze, and modify all interventions in order to maximize student success. Direct Instruction and Precision Teaching serve as the primary instructional methods. In addition, school-wide behavior support systems are used while critical social and behavior skills are explicitly and directly taught. Students receive one on one and small group instruction in skills that are then practiced and reinforced throughout the school day. The philosophy of this program is very simple: Every student can learn given appropriate instruction in the right environment. Our program provides just that! As a Special Education Teacher, you will be responsible for managing a caseload up to 10 students within a classroom, including implementation of academic and behavior programming and overseeing the implementation of each student’s IEP. You will also provide direct supervision and delegate responsibilities to assigned Instructional Assistants and one on one ABA Therapists, while working collaboratively with the BCBA and other team members to develop and implement student programming.

Our ideal candidate:

• CT certification in special education, DSAP or Long-Term Substitute Eligible
• Familiarity with Applied Behavior Analysis/Precision Teaching/Direct Instruction
• Some experience working with students with challenging behaviors
• Excellent interpersonal, organizational, and communication skills.
• Knowledge of appropriate referral procedures.
• The ability to remain composed and adherent to best practices, even when under duress.
• Valid driver’s license required, with at least 3 years of driving experience.
• Excellent verbal and written communication skills.
• Basic computer skills, experience using Therap a plus!
• Empathy, enthusiasm, and a passion and dedication for helping others.

Our school staff enjoy working with a fun team of dedicated professionals to support children with a variety of needs. We believe in a healthy work/life balance, and our reputation for providing high quality, ethical services is one of our biggest assets.

If you want to join us in making a difference and positively impact the lives of others while charting your own path of development, then we at the Aspire team would love to hear from you.

Aspire Living & Learning believes it must play an active role in creating a community of employees that is diverse, inclusive and equitable. Our work benefits greatly from the contributions of people of color, people from working class backgrounds, women, LGBTQ people, and individuals with disabilities. Hence, we strongly encourage applications from people with these identities or who are members of other marginalized communities.

Do work that matters! Every single day. We are hiring  Assistant Guides for our lovely Guidepost Montessori school at Wilton!  

At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 0–6 develop independence, confidence, and a lifelong love of learning.

If you’re passionate about working with young children and want to grow in a supportive, purpose-driven environment, we’d love to meet you.

Your Impact

As an Assistant Guide, you’ll support a mixed-age Montessori classroom (Infant, Toddler, and Children’s House ages 3–6), helping create a calm, engaging environment where children are empowered to explore, learn, and grow at their own pace.

In a Montessori classroom, the environment and the guide work together to support each child’s development. You’ll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities—always with respect, patience, and care.

Most importantly, you’ll help children build confidence in themselves and discover what they’re capable of achieving.

What You’ll Do

• Observe children closely to understand and support their individual needs
• Help prepare and maintain a beautiful, orderly classroom environment
• Support individual and small-group learning activities
• Build warm, respectful relationships with children and families
• Collaborate with Lead Guides and fellow team members to create a strong classroom community

What We’re Looking For

• Experience working with children ages 3–6 in a school or childcare setting
• A positive, adaptable, and collaborative mindset
• A genuine love for working with young children
• Interest in learning and growing within the Montessori approach (prior Montessori experience is welcome but not required)

What We Offer

• Fully sponsored Montessori diploma training through the Prepared Montessorian Institute
• Ongoing professional development and mentorship
• 75% tuition discount for up to two children at any Guidepost school
• Competitive pay
• Health, dental, and vision insurance
• Paid time off and paid holidays
• Abundant opportunities for growth and career advancement
• A supportive network of peers who value collaboration and shared best practices

About Guidepost Montessori

Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old.

We believe children are capable and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally.

If you love working with children and are looking for a role where you can grow, make an impact, and be part of something meaningful, we’d love to hear from you.

Apply today and join our school community!

Looking for flexible work with purpose?

Join our Flexible Classroom Support (On-Call) team at Guidepost Montessori, where you can make a meaningful impact in children’s lives while maintaining a schedule that works for you.

We’re seeking warm, dependable individuals to step into our classrooms and support our teaching teams when they’re out for planned time off. This is a great opportunity for someone who values flexibility but still wants to be part of a consistent, supportive school community.

About the Role

This is an on-call, as-needed position, primarily supporting planned teacher absences (like PTO).

While the role is flexible, it’s also predictable, you’ll typically receive your schedule 2 weeks to a month in advance, allowing you to plan ahead with confidence.

You’ll support classrooms serving children ages 0–6, helping maintain a calm, engaging, and nurturing Montessori environment.

✨ Many of our on-call team members go on to become full-time Assistant Teachers—this is a great way to get your foot in the door!

What You’ll Do

• Step into classrooms as needed to provide continuity and support
• Assist with daily routines and classroom activities across mixed-age groups
• Help maintain a calm, orderly, and engaging learning environment
• Support children with care, consistency, and respect
• Collaborate with school staff to ensure smooth transitions
• Model patience, professionalism, and warmth in every interaction

Schedule & Flexibility

• As-needed, on-call role (no guaranteed weekly hours)
• Primarily supporting pre-planned absences (PTO coverage)
• Advance scheduling typically provided 2 weeks to 1 month ahead
• Ideal for those seeking flexible, supplemental, or part-time work

What We’re Looking For

• Reliable and dependable with strong communication skills
• Warm, calm, and engaging presence with children
• Passion for working with children ages 0–6
• Ability to adapt to different classrooms and teams

Required:

• Ability to pass a state background check

Preferred (not required):

• Early Childhood Education (ECE) credits
• Experience working with young children

Why Guidepost Montessori?

Guidepost Montessori is a global network of educators committed to helping children grow through independence, curiosity, and respect.

We believe in creating environments where both children and adults thrive—and that includes offering flexible pathways into meaningful work in education.

Interested?

If you’re looking for a flexible role with purpose, where you can support children and be part of a mission-driven community—we’d love to connect.

Apply today and join our school community.

Aspire Living & Learning is currently seeking an enthusiastic Special Education Teacher to join our existing team of highly dedicated and successful professionals.

Employees at Aspire enjoy working with a collaborative and dedicated team that values a culture of belonging and care. We take pride in offering a comprehensive benefits package to eligible employees, including:

• 8-weeks of PTO annually, including personal time, mental health days, and school vacations
• Comprehensive Health, Dental, & Vision Insurance - Choose from multiple medical plans, with vision coverage included at no extra cost.
• Flexible Spending Accounts (FSA) and Health Saving Account (HSA) options - Use pre-tax dollars for medical and dependent care expenses.
• Lifestyle Spending Accounts with JOON - Monthly funds for wellness, fitness, commuting, childcare, pet care, and more.
• 403(b) Retirement Plan with Employer Match - A 100% match on contributions up to 2% of your salary.
• Generous Paid Time Off - Paid sick, personal, and vacation days, plus holidays.
• Professional Growth Opportunities - Access to training, leadership and management courses, mentorship, and career advancement.
• Employer-Paid Life & Disability Insurance, Employee Assistance Program (EAP), Telehealth Services and more!

This program is a state approved Kindergarten through 12th grade special education school for students referred for both academic and social/behavioral needs. With our philosophy based in the science of Applied Behavior Analysis, we use evidence-based instruction and data-based decision making to design, analyze, and modify all interventions in order to maximize student success. Direct Instruction and Precision Teaching serve as the primary instructional methods. In addition, school-wide behavior support systems are used while critical social and behavior skills are explicitly and directly taught. Students receive one on one and small group instruction in skills that are then practiced and reinforced throughout the school day. The philosophy of this program is very simple: Every student can learn given appropriate instruction in the right environment. Our program provides just that! As a Special Education Teacher, you will be responsible for managing a caseload up to 10 students within a classroom, including implementation of academic and behavior programming and overseeing the implementation of each student’s IEP. You will also provide direct supervision and delegate responsibilities to assigned Instructional Assistants and one on one ABA Therapists, while working collaboratively with the BCBA and other team members to develop and implement student programming.

Our ideal candidate:

• CT certification in special education, DSAP or Long-Term Substitute Eligible
• Familiarity with Applied Behavior Analysis/Precision Teaching/Direct Instruction
• Some experience working with students with challenging behaviors
• Excellent interpersonal, organizational, and communication skills.
• Knowledge of appropriate referral procedures.
• The ability to remain composed and adherent to best practices, even when under duress.
• Valid driver’s license required, with at least 3 years of driving experience.
• Excellent verbal and written communication skills.
• Basic computer skills, experience using Therap a plus!
• Empathy, enthusiasm, and a passion and dedication for helping others.

Our school staff enjoy working with a fun team of dedicated professionals to support children with a variety of needs. We believe in a healthy work/life balance, and our reputation for providing high quality, ethical services is one of our biggest assets.

If you want to join us in making a difference and positively impact the lives of others while charting your own path of development, then we at the Aspire team would love to hear from you.

Aspire Living & Learning believes it must play an active role in creating a community of employees that is diverse, inclusive and equitable. Our work benefits greatly from the contributions of people of color, people from working class backgrounds, women, LGBTQ people, and individuals with disabilities. Hence, we strongly encourage applications from people with these identities or who are members of other marginalized communities.

#CTEdu26